6-(3-hydroxybutanoyl)-7-methyl-3-methylidene-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one

Details

• Internal ID: 40f2f44b-4e78-4591-bad1-d8a38ece488b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Xanthanolides
• IUPAC Name: 6-(3-hydroxybutanoyl)-7-methyl-3-methylidene-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one
• InChI: InChI=1S/C15H20O4/c1-8-6-14-12(10(3)15(18)19-14)5-4-11(8)13(17)7-9(2)16/h4,8-9,12,14,16H,3,5-7H2,1-2H3
• InChI Key: CZMFDZNSEYDGKS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	+	0.6708	67.08%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5512	55.12%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8776	87.76%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9315	93.15%
P-glycoprotein inhibitior	-	0.9187	91.87%
P-glycoprotein substrate	-	0.6702	67.02%
CYP3A4 substrate	+	0.5209	52.09%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	-	0.6480	64.80%
CYP2C9 inhibition	-	0.8926	89.26%
CYP2C19 inhibition	-	0.8658	86.58%
CYP2D6 inhibition	-	0.9539	95.39%
CYP1A2 inhibition	-	0.7690	76.90%
CYP2C8 inhibition	-	0.7923	79.23%
CYP inhibitory promiscuity	-	0.9491	94.91%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5805	58.05%
Eye corrosion	-	0.9570	95.70%
Eye irritation	-	0.5575	55.75%
Skin irritation	-	0.5627	56.27%
Skin corrosion	-	0.9178	91.78%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5663	56.63%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6715	67.15%
skin sensitisation	-	0.6905	69.05%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6393	63.93%
Acute Oral Toxicity (c)	II	0.4633	46.33%
Estrogen receptor binding	-	0.7819	78.19%
Androgen receptor binding	-	0.6295	62.95%
Thyroid receptor binding	-	0.5382	53.82%
Glucocorticoid receptor binding	-	0.5789	57.89%
Aromatase binding	-	0.8469	84.69%
PPAR gamma	-	0.6583	65.83%
Honey bee toxicity	-	0.8427	84.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9857	98.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.69%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.76%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.00%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL4208	P20618	Proteasome component C5	86.55%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.03%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.25%	99.23%

Plants that contains it

• Telekia speciosa

Cross-Links

• PubChem: 163099889
• LOTUS: LTS0065740
• wikiData: Q104972887